Italy · FOOD TOURS IN TUSCANY

Food Tours in Tuscany: 15 We Would Put the Money On

51 tours  ·  from $29

This is the shortlist you would send a friend who lands on Friday: 15 food tours in Tuscany that repay the money, each with its cost and the one thing to know before you commit.

Florence: Chianti Wineries Tour with Wine Tasting - Finding the bus at Piazzale Montelungo
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Florence: Chianti Wineries Tour with Wine Tasting

1.Chianti Wineries Tour with Wine Tasting

★★★★★★★★★★4.5 · 8,301 reviews · from $56Our pick

Meet your English-speaking guide near Florence’s Santa Maria Novella station, then ride a comfortable coach into the Chianti Hills. Visit two wineries, walk through vineyards, taste up to seven wines with cheese, salami, olive oil, and bread, and hear how weather, barrels, and local rules shape Chianti Classico.

“Such an incredible time! Cecilia was our guide and did a wonderful job. The host at the first winery was also incredibly knowledgeable and exciting when telling us about the wine and history. Highly recommend!”

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Small-Group Wine Tasting Experience in the Tuscan Countryside - First winery: vineyards, barrels, and three wines
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Small-Group Wine Tasting Experience in the Tuscan Countryside

2.Small-Group Wine Tasting Experience in the Tuscan Countryside

★★★★★★★★★★5.0 · 7,392 reviews · 4 hours 45 minutes (approx.) · from $107Top rated

Leave Florence from Santa Maria Novella for a 4-hour-45-minute small-group tour through Chianti. Visit two wineries, taste six regional wines with olive oil, cheese, salami, ham, and bruschetta, and hear local stories from guides such as Leo, Matteo, and Jonathan. Groups can reach 25 people, though some departures are much smaller.

“Leo was amazing. He was informative and told us all about the history of the vineyards and Chianti wine. We went to 2 vineyards which also had EVOO and Balsamic Vinegar. Delicious. I would do this again,”

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Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting - San Biagio and Renaissance Geometry
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Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

3.Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

★★★★★★★★★★4.5 · 5,232 reviews · 12 hours (approx.) · from $83

Spend about 12 hours traveling from Rome to Tuscany by air-conditioned coach. Walk through Montepulciano, visit San Biagio, eat a three-course farm lunch with regional wines, and enjoy free time in UNESCO-listed Pienza. Guides such as Anna, Barbara, Antonino, and Flavio are known for adding useful history and Rome tips along the way.

“Our tour guide Barbara was very entertaining and informative. We enjoyed the views. Our favorite stop was Montepulciano. It is a long day but we are glad we did it.”

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SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence - What happens at the wineries
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SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

4.SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

★★★★★★★★★★5.0 · 5,088 reviews · 7 to 9 hours (approx.) · from $157

Choose a 7 to 10-hour wine safari from Florence with an English-speaking sommelier, air-conditioned 4x4 transport, private estates, cellar visits, tastings, and a Tuscan meal. Options range from Chianti to Val d’Orcia, Brunello, and Montepulciano. Guides may include Ginevra, Sara, Alex, or Fabio.

“Fabio was an excellent guide! I always recommend Walkabout Tours for anyone visiting Florence/Tuscany.”

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Cooking Class and Lunch at a Tuscan Farmhouse with Local Market Tour from Florence - The 20-minute ride into the Tuscan hills
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Cooking Class and Lunch at a Tuscan Farmhouse with Local Market Tour from Florence

5.Cooking Class and Lunch at a Tuscan Farmhouse with Local Market Tour from Florence

★★★★★★★★★★5.0 · 4,831 reviews · 7 hours (approx.) · from $145

Meet Luca or another Walkabout Florence Tours guide in central Florence for a market visit, tastings, and a 20-minute minibus ride to a Tuscan farmhouse. With chefs such as Erika, prepare pasta, bruschetta, roast pork, potatoes, and tiramisu, then eat your meal with local wine before returning to Florence.

“Without a doubt, book the tour! We did the Tuscan lunch + market tour with pasta making class. You begin by visiting the Centro Mercado which is a large market selling all fresh ingredients, meats, cheeses, etc. The guide; Lucca, is such an incredibly unique and fun persona! He thoroughly explained ingredients, showcased food options, and we were even able to taste multiple food products in the market. There is a bus that takes you on a 15 minute ride to the Tuscan farmhouse which is gorgeous!! The cooking class is interactive; everyone participates in something! There are so many photos opportunities. You get to prepare: bruschetta, drink endless wine,…”

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting - San Gimignano and the town of towers
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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

6.San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

★★★★★★★★★★4.5 · 4,432 reviews · 11 hours (approx.) · from $83

Leave Florence by coach for San Gimignano’s towers, Monteriggioni’s fortress walls, and Siena’s Gothic center. At a Chianti winery, taste three Tuscan wines with a three-course lunch. Choose the Siena walking tour and cathedral entry if you want more guided history. Expect hills, uneven streets, and a long day.

“Sandro was great as our guide for all our destinations today! Highly recommend and lucky to get him!”

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From Florence: Small Group Wine Tasting Tour to Tuscany - First winery: three wines, olive oil, and the basics
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From Florence: Small Group Wine Tasting Tour to Tuscany

7.From Florence: Small Group Wine Tasting Tour to Tuscany

★★★★★★★★★★4.9 · 3,902 reviews · 4.5 hours · from $105

Leave Florence by air-conditioned minibus for two Chianti Classico wineries. Taste six wines and local olive oils with cheese, salami, cold cuts, and bruschetta, while your English-speaking guide explains Tuscan wine traditions. Guides may include Jason, Jonathan, Leo, or Rafael, but assignments vary.

“Our guide, Leo, was awesome! He transported us and gave us history and knowledge about the wines and certifications that make Tuscany unique. Very friendly and very people-oriented. Thank you!”

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Florence: Siena, San Gimignano & Monteriggioni with Tasting - Monteriggioni, a small fortress with big medieval character
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Florence: Siena, San Gimignano & Monteriggioni with Tasting

8.Siena, San Gimignano & Monteriggioni with Tasting

★★★★★★★★★★4.6 · 3,218 reviews · 11 hours · from $46

Travel from Florence by air-conditioned coach to Monteriggioni, Siena, and San Gimignano, then taste three Chianti wines with regional snacks. A multilingual tour leader handles the timing, while the optional Siena guide adds context. Guides such as Alex, John, Roberto, and Constantino have led recent departures.

“This was an amazing day trip. So much to see in just one day. Our tour guide John was very professional and knowledgeable. Would highly recommend as a day trip from Florence.”

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Florence: S. Gimignano, Siena, Chianti & Wine Tasting Lunch - San Gimignano: towers, lanes, and your first free time
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Florence: S. Gimignano, Siena, Chianti & Wine Tasting Lunch

9.S. Gimignano, Siena, Chianti & Wine Tasting Lunch

★★★★★★★★★★4.6 · 2,427 reviews · from $89

Spend a full day in Tuscany with free time in San Gimignano, a stop in Monteriggioni, a Chianti winery lunch, and a guided visit to Siena. The $89.50 tour includes transport, escort, lunch, and three wines. Add Siena Cathedral entry and a guided cathedral visit when booking.

“We had a lovely time our tour. Martha and Enrico were great! For an all day tour, you do not feel like you’re on the bus for too long between destinations. Our tour leader gave us recommendations of what to do in our free time including activities and food/drink to try before we arrived. Be aware that if it is off season, many things are closed or may open later but you can always find somewhere to eat or drink and it’s nice to walk around when it’s quieter. Our guide Marco at the winery was fun. Lunch was a plate of cold meats, bread and a pasta. Dessert was…”

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Half day Chianti Vineyard Escape from Florence with Wine Tastings - Two wineries, two different moods
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Half day Chianti Vineyard Escape from Florence with Wine Tastings

10.Half day Chianti Vineyard Escape from Florence with Wine Tastings

★★★★★★★★★★4.5 · 2,196 reviews · 5 hours (approx.) · from $53

Leave Florence by coach for two Chianti estates along the famous Chianti Road. Taste up to eight wines with olive oil, cheese, and balsamic vinegar, walk through vineyards, visit cellars, and hear about local production. Guides such as Alex, Lorenza, and Cecilia have been praised for warm, lively commentary, though group size can reach 43 people.

“Anna our guide was informative and very sweet. The tour was an excellent way to see the Siena area of Tuscany.”

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From Florence: Tuscany Wine & Food Tour with Guide - Meeting the group near Florence Santa Maria Novella
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From Florence: Tuscany Wine & Food Tour with Guide

11.From Florence: Tuscany Wine & Food Tour with Guide

★★★★★★★★★★4.9 · 1,746 reviews · 8 hours · from $175

Travel from Florence into Chianti with an English-speaking guide and a small group of up to 25 people. Visit three organic wineries, tour cellars, taste red wines, olive oil, and balsamic vinegar, and enjoy a Tuscan lunch. Guides such as Leo, Jason, Jonathan, and Suzy are known for adding humor, local history, and practical wine tips.

“We had such a blast on this tour - Nino and Jonathan were the best!! The bus was comfortable and the three winery stops were incredible, each one better than the last. We also loved the free time in Greve, which is an adorable town. Our group bonded and had a fantastic time. We felt like the day flew by and was wonderful value for money. A great way to see Tuscany!”

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Tuscany Bike Tours Through the Chianti Hills with Wine Tasting - The guides make the ride feel personal
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Tuscany Bike Tours Through the Chianti Hills with Wine Tasting

12.Tuscany Bike Tours Through the Chianti Hills with Wine Tasting

★★★★★★★★★★5.0 · 1,300 reviews · 6 hours (approx.) · from $145

Leave Florence by van for a guided ride through Chianti’s vineyards, olive groves, villas, and country lanes. Guides including Ben, Filippo, Angus, and Alessio lead the route, with bikes, helmets, photo stops, a castle winery visit, wine and olive oil tasting, and a light Tuscan lunch. E-bikes cost extra.

“This was the BEST tour by far! The guides, Ben & Angus were friendly, personable, & knowledgeable. The bike ride was awesome and the wine spectacular. This is a must if you want out of the city to explore Tuscany and be active.”

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Essence of Chianti Small Group Tour with Lunch and Tastings from Florence - Greve in Chianti and Piazza Matteotti
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Essence of Chianti Small Group Tour with Lunch and Tastings from Florence

13.Essence of Chianti Small Group Tour with Lunch and Tastings from Florence

★★★★★★★★★★5.0 · 1,269 reviews · 8 hours (approx.) · from $180

Spend about eight hours in Chianti with an English-speaking guide, three winery visits, generous tastings, olive oil, a Tuscan lunch, and a short stop in Greve. Guides such as Leo, Jason, Valentina, Alessio, and Jonathan bring local history and humor to the drive, while the wineries may change with availability.

“Amazing tour! Our guides were Angie and Alex and they were great, so friendly, fun and informative. The wineries were great and got to taste some delicious wine (lots of it!), bread, and more”

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From Florence: Chianti Wine Tour with Tastings - The first winery: small-scale Chianti with local snacks
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From Florence: Chianti Wine Tour with Tastings

14.From Florence: Chianti Wine Tour with Tastings

★★★★★★★★★★4.4 · 1,025 reviews · from $62

Travel from Florence by air-conditioned coach to two family-run organic wineries in Chianti. Meet winemakers, walk through vineyards and cellars, taste three to four wines at each stop, and sample pecorino and other Tuscan foods. Guides such as Aaron, Alessia, Vera, and Keiko add local stories along the way.

“The first winery was lovely with nice wine but very skimpy with the food for the entire table but don’t worry the second winery will exceed all expectations it is by far the best in my opinion. Poggio Amorelli is a beautiful picturesque winery with the best wines. The olive oil & balsamic vinegar are definitely worth taking home, the food was delicious & plentiful as you each receive your own plate & it continues to come with different delicacies. It is worth the short walk up the hill. This was our second time to this winery and the reason we chose this tour.”

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Full day shore excursion to Florence and Pisa from Livorno with tasting - Pisa first, with one hour at Piazza dei Miracoli
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Full day shore excursion to Florence and Pisa from Livorno with tasting

15.Full day shore excursion to Florence and Pisa from Livorno with tasting

★★★★★★★★★★4.5 · 968 reviews · 8 hours (approx.) · from $52

Spend about three hours exploring Florence and one hour in Pisa on a shore excursion from Livorno. Guides such as Sabrina, Ariana, Luca, and Igna provide history, maps, meeting points, and practical tips, while you enjoy free time in both cities. The optional tasting features small samples of Tuscan products, not a full wine tasting.

“This tour was a great value but alot of bus rides and moving through sites quickly. Good choice if you only have one day to see Florence and Pisa”

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